data_5A1 # _chem_comp.id 5A1 _chem_comp.name "4-[4-(5,5-dimethyl-4,5-dihydro-1,3-thiazol-2-yl)piperazin-1-yl]-6-(pentafluoroethyl)thieno[2,3-d]pyrimidine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H18 F5 N5 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms MI-273 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-08-28 _chem_comp.pdbx_modified_date 2021-03-01 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 451.480 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5A1 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 5DDF _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal 5A1 C4 C1 C 0 1 Y N N 13.224 7.609 12.151 2.883 2.280 -0.485 C4 5A1 1 5A1 C5 C2 C 0 1 Y N N 13.343 8.925 11.864 1.802 1.586 0.068 C5 5A1 2 5A1 C6 C3 C 0 1 Y N N 12.262 9.600 11.385 0.549 2.250 0.109 C6 5A1 3 5A1 N1 N1 N 0 1 Y N N 11.122 8.923 11.200 0.459 3.481 -0.372 N1 5A1 4 5A1 N3 N2 N 0 1 Y N N 12.098 6.953 11.988 2.692 3.523 -0.945 N3 5A1 5 5A1 FAC F1 F 0 1 N N N 19.043 8.067 12.393 2.598 -2.538 -0.794 FAC 5A1 6 5A1 CBB C4 C 0 1 N N N 17.812 7.898 11.921 3.948 -2.347 -0.479 CBB 5A1 7 5A1 FAD F2 F 0 1 N N N 17.635 6.623 11.590 4.522 -3.573 -0.128 FAD 5A1 8 5A1 FAE F3 F 0 1 N N N 17.641 8.662 10.848 4.615 -1.820 -1.590 FAE 5A1 9 5A1 CBC C5 C 0 1 N N N 16.808 8.287 12.982 4.065 -1.373 0.695 CBC 5A1 10 5A1 FAF F4 F 0 1 N N N 16.949 7.460 14.003 3.398 -1.900 1.806 FAF 5A1 11 5A1 FAG F5 F 0 1 N N N 17.101 9.506 13.396 5.415 -1.183 1.010 FAG 5A1 12 5A1 CAU C6 C 0 1 Y N N 15.363 8.274 12.574 3.446 -0.053 0.317 CAU 5A1 13 5A1 SAS S1 S 0 1 Y N N 14.579 7.006 12.731 4.319 1.268 -0.437 SAS 5A1 14 5A1 CAI C7 C 0 1 Y N N 14.612 9.300 12.132 2.180 0.259 0.516 CAI 5A1 15 5A1 C2 C8 C 0 1 Y N N 10.975 7.590 11.518 1.512 4.093 -0.884 C2 5A1 16 5A1 NAZ N3 N 0 1 N N N 12.230 10.937 11.092 -0.562 1.621 0.642 NAZ 5A1 17 5A1 CAM C9 C 0 1 N N N 11.198 11.555 10.225 -1.742 2.494 0.579 CAM 5A1 18 5A1 CAK C10 C 0 1 N N N 11.303 13.099 10.228 -2.900 1.837 1.338 CAK 5A1 19 5A1 CAL C11 C 0 1 N N N 13.192 11.844 11.764 -0.812 0.338 -0.028 CAL 5A1 20 5A1 CAJ C12 C 0 1 N N N 12.459 12.979 12.501 -1.932 -0.408 0.706 CAJ 5A1 21 5A1 NAY N4 N 0 1 N N N 11.529 13.684 11.585 -3.100 0.481 0.802 NAY 5A1 22 5A1 CAT C13 C 0 1 N N N 10.898 14.800 11.941 -4.346 0.057 0.403 CAT 5A1 23 5A1 SAR S2 S 0 1 N N N 11.044 15.550 13.395 -4.709 -1.543 -0.254 SAR 5A1 24 5A1 CBA C14 C 0 1 N N N 9.994 16.887 13.051 -6.490 -1.240 -0.493 CBA 5A1 25 5A1 CAA C15 C 0 1 N N N 8.856 16.932 14.080 -6.864 -1.356 -1.972 CAA 5A1 26 5A1 CAB C16 C 0 1 N N N 10.788 18.198 13.104 -7.321 -2.209 0.350 CAB 5A1 27 5A1 CAN C17 C 0 1 N N N 9.443 16.665 11.671 -6.671 0.205 0.000 CAN 5A1 28 5A1 NAO N5 N 0 1 N N N 10.071 15.438 11.125 -5.417 0.763 0.456 NAO 5A1 29 5A1 H2 H2 H 0 1 N N N 14.982 10.307 12.006 1.477 -0.424 0.970 H2 5A1 30 5A1 H3 H3 H 0 1 N N N 10.032 7.076 11.404 1.397 5.097 -1.266 H3 5A1 31 5A1 H4 H4 H 0 1 N N N 11.331 11.190 9.196 -1.507 3.455 1.035 H4 5A1 32 5A1 H5 H5 H 0 1 N N N 10.203 11.264 10.592 -2.028 2.644 -0.462 H5 5A1 33 5A1 H6 H6 H 0 1 N N N 12.142 13.391 9.580 -2.657 1.779 2.399 H6 5A1 34 5A1 H7 H7 H 0 1 N N N 10.367 13.511 9.824 -3.808 2.423 1.198 H7 5A1 35 5A1 H8 H8 H 0 1 N N N 13.783 11.267 12.490 -1.111 0.518 -1.061 H8 5A1 36 5A1 H9 H9 H 0 1 N N N 13.863 12.280 11.009 0.096 -0.264 -0.012 H9 5A1 37 5A1 H10 H10 H 0 1 N N N 11.887 12.555 13.340 -2.201 -1.305 0.149 H10 5A1 38 5A1 H11 H11 H 0 1 N N N 13.199 13.696 12.887 -1.596 -0.681 1.706 H11 5A1 39 5A1 H12 H12 H 0 1 N N N 8.193 17.781 13.858 -6.651 -2.365 -2.322 H12 5A1 40 5A1 H13 H13 H 0 1 N N N 8.281 15.996 14.032 -7.927 -1.145 -2.095 H13 5A1 41 5A1 H14 H14 H 0 1 N N N 9.278 17.051 15.089 -6.282 -0.639 -2.551 H14 5A1 42 5A1 H15 H15 H 0 1 N N N 10.118 19.042 12.885 -7.059 -2.092 1.402 H15 5A1 43 5A1 H16 H16 H 0 1 N N N 11.221 18.324 14.107 -8.380 -1.994 0.213 H16 5A1 44 5A1 H17 H17 H 0 1 N N N 11.595 18.168 12.358 -7.114 -3.232 0.036 H17 5A1 45 5A1 H18 H18 H 0 1 N N N 8.352 16.537 11.720 -7.062 0.814 -0.814 H18 5A1 46 5A1 H19 H19 H 0 1 N N N 9.683 17.526 11.029 -7.383 0.214 0.825 H19 5A1 47 # # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal 5A1 C4 C5 DOUB Y N 1 5A1 C4 N3 SING Y N 2 5A1 C4 SAS SING Y N 3 5A1 C5 C6 SING Y N 4 5A1 C5 CAI SING Y N 5 5A1 C6 N1 DOUB Y N 6 5A1 C6 NAZ SING N N 7 5A1 N1 C2 SING Y N 8 5A1 N3 C2 DOUB Y N 9 5A1 FAC CBB SING N N 10 5A1 CBB FAD SING N N 11 5A1 CBB FAE SING N N 12 5A1 CBB CBC SING N N 13 5A1 CBC FAF SING N N 14 5A1 CBC FAG SING N N 15 5A1 CBC CAU SING N N 16 5A1 CAU SAS SING Y N 17 5A1 CAU CAI DOUB Y N 18 5A1 NAZ CAM SING N N 19 5A1 NAZ CAL SING N N 20 5A1 CAM CAK SING N N 21 5A1 CAK NAY SING N N 22 5A1 CAL CAJ SING N N 23 5A1 CAJ NAY SING N N 24 5A1 NAY CAT SING N N 25 5A1 CAT SAR SING N N 26 5A1 CAT NAO DOUB N N 27 5A1 SAR CBA SING N N 28 5A1 CBA CAA SING N N 29 5A1 CBA CAB SING N N 30 5A1 CBA CAN SING N N 31 5A1 CAN NAO SING N N 32 5A1 CAI H2 SING N N 33 5A1 C2 H3 SING N N 34 5A1 CAM H4 SING N N 35 5A1 CAM H5 SING N N 36 5A1 CAK H6 SING N N 37 5A1 CAK H7 SING N N 38 5A1 CAL H8 SING N N 39 5A1 CAL H9 SING N N 40 5A1 CAJ H10 SING N N 41 5A1 CAJ H11 SING N N 42 5A1 CAA H12 SING N N 43 5A1 CAA H13 SING N N 44 5A1 CAA H14 SING N N 45 5A1 CAB H15 SING N N 46 5A1 CAB H16 SING N N 47 5A1 CAB H17 SING N N 48 5A1 CAN H18 SING N N 49 5A1 CAN H19 SING N N 50 # # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor 5A1 SMILES ACDLabs 12.01 "c14c(c(ncn1)N2CCN(CC2)C=3SC(C)(C)CN=3)cc(C(C(F)(F)F)(F)F)s4" 5A1 InChI InChI 1.03 "InChI=1S/C17H18F5N5S2/c1-15(2)8-23-14(29-15)27-5-3-26(4-6-27)12-10-7-11(16(18,19)17(20,21)22)28-13(10)25-9-24-12/h7,9H,3-6,8H2,1-2H3" 5A1 InChIKey InChI 1.03 GFFCPACLFKCZTI-UHFFFAOYSA-N 5A1 SMILES_CANONICAL CACTVS 3.385 "CC1(C)CN=C(S1)N2CCN(CC2)c3ncnc4sc(cc34)C(F)(F)C(F)(F)F" 5A1 SMILES CACTVS 3.385 "CC1(C)CN=C(S1)N2CCN(CC2)c3ncnc4sc(cc34)C(F)(F)C(F)(F)F" 5A1 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC1(CN=C(S1)N2CCN(CC2)c3c4cc(sc4ncn3)C(C(F)(F)F)(F)F)C" 5A1 SMILES "OpenEye OEToolkits" 1.9.2 "CC1(CN=C(S1)N2CCN(CC2)c3c4cc(sc4ncn3)C(C(F)(F)F)(F)F)C" # # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier 5A1 "SYSTEMATIC NAME" ACDLabs 12.01 "4-[4-(5,5-dimethyl-4,5-dihydro-1,3-thiazol-2-yl)piperazin-1-yl]-6-(pentafluoroethyl)thieno[2,3-d]pyrimidine" 5A1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-[4-(5,5-dimethyl-4H-1,3-thiazol-2-yl)piperazin-1-yl]-6-[1,1,2,2,2-pentakis(fluoranyl)ethyl]thieno[2,3-d]pyrimidine" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5A1 "Create component" 2015-08-28 RCSB 5A1 "Initial release" 2015-09-09 RCSB 5A1 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 5A1 _pdbx_chem_comp_synonyms.name MI-273 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##